Synthesis of 5-Arylthio-3-hydroxyphthalates by the First [4+2] Cycloadditions of 3-Arylthio-1-silyloxy-1,3-butadienes with Dimethyl Acetylenedicarboxylate

被引:6
|
作者
Iqbal, Inam [1 ]
Imran, Muhammad [1 ]
Langer, Peter [1 ,2 ]
机构
[1] Univ Rostock, Inst Chem, D-18059 Rostock, Germany
[2] Univ Rostock, Leibniz Inst Katalyse, D-18059 Rostock, Germany
来源
SYNTHESIS-STUTTGART | 2009年 / 14期
关键词
arenes; cyclizations; diaryl sulfides; regioselectivity; silyl enol ethers; DIELS-ALDER REACTIONS; DIARYL SULFIDES; REGIOSELECTIVE SYNTHESIS; ALKYNYL SULFIDES; 3+3 CYCLIZATIONS; ARYL HALIDES; SULFUR; ETHERS; THIOLS; BENZOPENTATHIEPIN;
D O I
10.1055/s-0029-1216828
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A variety of 5-arylthio-3-hydroxyphthalates were prepared by [4+2] cycloadditions of 3-arylthio-1-trimethylsilyloxy-1,3-butadienes with dimethyl acetylenedicarboxylate.
引用
收藏
页码:2430 / 2434
页数:5
相关论文
共 50 条
  • [41] Diversity-Oriented Synthesis of Functionalized Phenols by Regioselective [3+3] Cyclocondensations of 1,3-Bis(silyloxy)-1,3-butadienes with 3-Alkoxy-2-en-1-ones and Related Substrates
    Karapetyan, Gnuni
    Dang, Tuan T.
    Sher, Muhammad
    Ghochikyan, Tariel V.
    Saghyan, Ashot
    Langer, Peter
    CURRENT ORGANIC CHEMISTRY, 2012, 16 (05) : 557 - 565
  • [42] Regioselective Synthesis of 5-(2-Methoxyethyl)biphenyls by Formal [3+3] Cyclocondensations of 1,3-Bis(trimethylsilyloxy)-1,3-butadienes
    Bendrath, Franziska
    Specowius, Verena
    Abilov, Zharylkasyn A.
    Saghyan, Ashot. S.
    Fischer, Christine
    Langer, Peter
    ZEITSCHRIFT FUR NATURFORSCHUNG SECTION B-A JOURNAL OF CHEMICAL SCIENCES, 2013, 68 (04): : 378 - 382
  • [43] SYNTHESIS OF 3-PHENYL-5-SILYLPYRIDAZINES BY REGIOSELECTIVE [4+2]-CYCLOADDITIONS
    BIRKOFER, L
    HANSEL, E
    STEIGEL, A
    CHEMISCHE BERICHTE-RECUEIL, 1982, 115 (07): : 2574 - 2585
  • [44] STRUCTURES OF 1,1-DIPHENYL-2-AZA-1,3-BUTADIENES .1. 3-CYANO-4-(N-METHOXY-PHENYL)-1,1-DIPHENYL-2-AZA-1,3-BUTADIENES (N = 2, 3, 4)
    ANGELOVA, O
    MACICEK, J
    DRYANSKA, V
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1993, 49 : 1813 - 1818
  • [45] Organocatalytic Selective [3+2] Cycloadditions: Synthesis of Functionalized 5-Arylthiomethy1-1,2,3-triazoles and 4-Arylthio-1,2,3-triazoles
    Reddy, G. Surendra
    Reddy, L. Mallikarjuna
    Kumar, A. Suresh
    Ramachary, Dhevalapally B.
    JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (23): : 15488 - 15501
  • [46] SYNTHESIS OF 3-ALKYLTHIO OR 3-ARYLTHIO-5-ARYL-1,2 DITHIOLYLIUM 4-OLATES
    BARILLIER, D
    RIOULT, P
    VIALLE, J
    BULLETIN DE LA SOCIETE CHIMIQUE DE FRANCE PARTIE II-CHIMIE MOLECULAIRE ORGANIQUE ET BIOLOGIQUE, 1977, (7-8): : 659 - 663
  • [47] Synthesis of functionalized arylalkyl and diaryl ethers by [3+3] cyclization of 3-alkoxy- and 3-aryloxy-1-siloxy-1,3-butadienes with 3-(silyloxy)alk-2-en-1-ones
    Mross, Gerson
    Langer, Peter
    TETRAHEDRON LETTERS, 2006, 47 (48) : 8519 - 8521
  • [48] SYNTHESIS OF 1-ALKOXY-2-HYDROXYDIALKOXY- AND 1-ALKOXY-2-HYDROXYBISDIALKYLAMINOPHOSPHINO-3-CHLORO-1,3-BUTADIENES
    SHOSTAKOVSKII, MF
    SHMONINA, LI
    GUSEINOV, II
    JOURNAL OF GENERAL CHEMISTRY USSR, 1961, 31 (03): : 672 - &
  • [49] Simple Modifications for the Facile Preparation of 1,1,2,3,4,4-Hexaaryl-1,3-butadienes
    Sakaguchi, Tomoya
    Kusumoto, Naoki
    Shimomura, Osamu
    Ohtaka, Atsushi
    HELVETICA CHIMICA ACTA, 2022, 105 (02)
  • [50] SYNTHESIS OF NOVEL 2-AMINO-4-ARYL-5-ARYLTHIO-6-METHOXYPYRIMIDINES AND 3(5)-ARYL-4-ARYLTHIO-5(3)-METHYLTHIOPYRAZOLES VIA ALPHA-OXO-ALPHA-ARYLTHIOKETENE DITHIOACETALS .48.
    SINGH, G
    DEB, B
    ILA, H
    JUNJAPPA, H
    SYNTHESIS-STUTTGART, 1987, (03): : 286 - 287